Article
Chemistry, Multidisciplinary
Jungwon Kim, Sven Mueller, Tobias Ritter
Summary: In this study, a method for converting unactivated alkenes into alpha-branched enones was demonstrated. The method involves the generation of chlorine radicals from acyl chloride precursors through cooperative nickel/photoredox catalysis, followed by HCl elimination to yield the desired products. Compared to conventional acylation approaches, this method allows the synthesis of enones and alpha,beta-unsaturated esters that cannot be obtained by conventional methods.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Physical
Jing Liu, Liang-Qiu Lu, Yixin Luo, Wei Zhao, Peng-Chao Sun, Weiwei Jin, Xiaotian Qi, Ying Cheng, Wen-Jing Xiao
Summary: In this study, an efficient method for radical diacylation of alkenes using chromium catalysis and visible-light photoredox catalysis has been reported. Valuable 1,4-, 1,6-, and 1,7-diones were synthesized under mild conditions. The synthetic utility of this method was demonstrated by converting diones to diverse heterocycles.
Article
Chemistry, Organic
Qiao-Fei Bao, Ming Li, Yu Xia, Yu-Zhao Wang, Zhao-Zhao Zhou, Yong-Min Liang
Summary: The photocatalytic decarboxylative radical addition bifunctionalization cascade presented in this study relies on single-electron transfer to complete the catalytic cycle. The reaction offers advantages such as the use of commercially available materials, wide functional group compatibility, and mild conditions. Importantly, some amino acids and bioactive carboxylic acids can provide corresponding products in moderate to good yields, highlighting their potential value in drug development.
Article
Chemistry, Multidisciplinary
Zhengyu Li, Yizhi Zhang, Yunxiao Zhang, Xingyi He, Xiao Shen
Summary: In this study, a method for the synthesis of highly functionalized monofluorocyclohexenes through photocatalyzed cascade cyclization reactions of readily available alpha,beta-unsaturated carbonyl compounds and gem-difluoroalkenes is reported. The reaction shows broad substrate scope and high diastereoselectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Sudip Senapati, Sushanta Kumar Parida, Sayali Sunil Karandikar, Sandip Murarka
Summary: This study reports a stereoselective allylic arylation reaction for the synthesis of trisubstituted alkenes, and also develops a new method for the synthesis of biologically relevant allylic sulfones.
Article
Chemistry, Multidisciplinary
Mara Di Filippo, Cristina Trujillo, Goar Sanchez-Sanz, Andrei S. Batsanov, Marcus Baumann
Summary: This study reports the discovery of a new photochemical cascade process, utilizing a flow-based strategy to intercept diradicals generated from simple alkenes and produce a series of complex polycyclic reaction products. The approach is general, with high yields, short reaction times, and high throughputs, demonstrating the discovery of new chemical reactivity and complex chemical scaffolds.
Article
Chemistry, Physical
Qiao-Ling Mo, Xiao-Yan Fu, Kun Wang, Xing-Zu Ge, Shuo Hou, Bi-Jian Liu, Fang-Xing Xiao
Summary: This study demonstrates the design of heterostructures composed of all transition metal chalcogenides (TMCs) through a cascade cation exchange strategy. The resulting TMCs heterostructures show significantly enhanced and diverse photoactivities, providing a new approach to manipulate spatial photo-induced charge modulation/separation in photocatalysis.
JOURNAL OF CATALYSIS
(2022)
Article
Chemistry, Physical
Dong-Mei Yan, Shuang-Hua Xu, Hao Qan, Pan-Pan Gao, Ming-Hang Bi, Wen-Jing Xiao, Jia-Rong Chen
Summary: A visible light-driven photoredox-catalyzed and copper(II)-assisted three-component radical addition/hydroxylation reaction of alkenes, sulfur ylides, and water has been reported, providing high-yielding and practical access to valuable gamma-hydroxy carbonyl compounds.
Article
Chemistry, Organic
Boyu Peng, Licheng Dai, Ruzhang Liu
Summary: A mild and efficient palladium-catalyzed methylation of pyrrolidin-2-yl and tetrahydrofuran-2-yl (hetero)arenes has been developed. The regioselective thianthrenation of a wide range of (hetero)arenes generated the arylthianthrenium triflate, and the Pd-catalyzed alkene carboamination and carboalkoxylation reactions produced the corresponding biologically important pyrrolidine and tetrahydrofuran derivatives. Mechanistic studies revealed a syn-heteropalladation pathway for this reaction. The demonstrated late-stage functionalization and enantioselective reaction will promote the potential application of this method in organic synthesis and related fields.
Article
Chemistry, Analytical
Qiu-Yue Cheng, Ting Wang, Jun Hu, Hong-Yuan Chen, Jing-Juan Xu
Summary: Visible-light-mediated heterogeneous photocatalysis is a promising method for organic transformations. However, accurately detecting and identifying photogenerated species, especially short-lived radical intermediates, remains challenging. In this work, a hybrid ion emitter integrated with a pico-liter heterogeneous photocatalytic reactor was developed for the rapid identification of transient radical intermediates produced under visible-light irradiation. This novel coupling device provides a powerful tool for exploring complex heterogeneous photochemical processes and their ultrafast initial transformations.
ANALYTICAL CHEMISTRY
(2023)
Article
Chemistry, Organic
Tobias E. Schirmer, Mehdi Abdellaoui, Aleksandr Savateev, Cyril Ollivier, Markus Antonietti, Louis Fensterbank, Burkhard Konig
Summary: Mesoporous graphitic carbon nitride (mpg-CN) is used as a photocatalyst for dual photoredox- and nickel-catalyzed cross-coupling reactions, enabling sustainable C(sp(2))-C(sp(3)) bond formation.
Article
Chemistry, Multidisciplinary
Weisi Guo, Qian Wang, Jieping Zhu
Summary: This study reports a highly chemo- and regio-selective 1,2-aminoisothiocyanation reaction of 1,3-dienes using N-aminopyridinium salts and TMSNCS under mild photoredox catalytic conditions. The selective formation of products is attributed to the facile isomerization of allyl thiocyanates to allyl isothiocyanates under photocatalytic conditions, offering potential applications in the synthesis of allyl isothiocyanates.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Chemistry, Organic
Xu Lei, Wang Fang, Chen Fan, Zhu Shengqing, Chu Lingling
Summary: The merger of visible-light photoredox catalysis and nickel catalysis enables the construction of challenging chemical bonds under mild conditions. Photoredox/nickel dual catalysis has attracted attention in the field of catalytic difunctionalization of alkenes and alkynes, allowing for the formation of multiple chemical bonds in a single reaction, providing a mild, efficient, and selective approach.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Dan Forster, Weisi Guo, Qian Wang, Jieping Zhu
Summary: Despite the potential for the synthesis of functionalized allylic azides, only limited synthetic routes have been developed. A three-component 1,2-amidoazidation of 1,3-dienes has been reported, showing high efficiency in producing 1,2-amidoazidation products. Reduction of the mixture significantly enriches one of the isomers, thanks to the facile 1,3-azide shift of the allyl azides under dynamic kinetic conditions.
Article
Biochemistry & Molecular Biology
Xianda Wu, Minghong Chen, Shuiyun Zheng, Jie Wu, Gang Liu, Fu-Sheng He
Summary: This study presents an efficient approach to synthesizing sulfonyl-containing phosphorothioates by merging photoredox and copper catalysis at room temperature. The method is compatible with a wide range of substrates and can be applied to the late-stage modification of complex molecules.
